2066 Cheryl Dr, Clearwater, FL 33763
OFF MARKET

2066 Cheryl Dr
Clearwater, FL 33763

  • Studio
  • 1,270 sqft

$211,600

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $1,481/mo*
Refinance Your Home

$211,600

Trulia Estimate
as of Jul 29, 2026
Est. Refi. Payment $1,481/mo*
Refinance Your Home
Studio
1,270 sqft

Local Information

  • Map ViewExplore the area around 2066 Cheryl Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1985
Living Area
1,270 sqft
Price/Sqft
$167

About this House

This condo is located at 2066 Cheryl Dr, Clearwater, FL. 2066 Cheryl Dr is in Clearwater, FL and in ZIP code 33763. This property has approximately 1,270 sqft of floor space. This property was built in 1985.
2066 Cheryl Dr, Clearwater, FL 33763 is a studio, 1,270 sqft condo built in 1985. It last sold for $154,000 on May 3, 2005. It is currently off market. The Trulia Estimate is $211,600, with a rent estimate of $1,449/month.

Home Details for 2066 Cheryl Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1985Year Updated: 1985
Property Type / Style
Property Type: Condo

Exterior Features

Exterior Home Features
Exterior: Stone
Pool
Pool
Parking & Garage
Parking: Carport

Community

Units in Building: 1

Price History for 2066 Cheryl Dr

DatePriceEventSource
05/03/2005$154,000Sold
N/A
10/19/2004$135,000Sold
N/A
06/29/2004$135,000Sold
Stellar MLS #U7067070
07/23/2003$119,000Sold
N/A

Market trends in Clearwater

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$357K
$10KMoM
Sale-to-List Price
96.9%
0.4%MoM
Price per sq ft
$260
$4MoM
Available listings
1453
46MoM
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Property Tax and Assessment

Year2025
Tax$882
Assessment$238,375
Home facts updated by county records

Comparable Sales for 2066 Cheryl Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2056 Villa Ter, Clearwater, FL
0.10
Condo
$155,000
02/11/26
-
1,370
2253 NORWEGIAN DRIVE #51, Clearwater, FL
0.06
Condo
$140,000
12/18/25
2
2
1,100
2253 NORWEGIAN DRIVE #17, Clearwater, FL
0.06
Condo
$170,000
12/08/25
2
2
1,100
2040 LAKEVIEW DRIVE #206, Clearwater, FL
0.10
Condo
$180,000
11/13/25
2
2
1,250
2220 SPANISH DRIVE #14, Clearwater, FL
0.10
Condo
$175,000
05/12/26
2
2
1,400
2066 Villa Ter, Clearwater, FL
0.07
Condo
$200,000
04/23/26
2
2
1,205
2231 UTOPIAN DRIVE E #307, Clearwater, FL
0.16
Condo
$155,000
06/26/26
2
2
1,210
2040 LAKEVIEW DRIVE #101, Clearwater, FL
0.10
Condo
$200,000
11/24/25
2
2
1,250
2255 PHILIPPINE DRIVE #9, Clearwater, FL
0.14
Condo
$170,000
06/12/26
2
2
1,100
2020 LAKEVIEW DRIVE #105, Clearwater, FL
0.12
Condo
$190,000
06/26/26
2
2
1,155

Nearby homes

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Assigned Schools

These are the assigned schools for 2066 Cheryl Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Clearwater

At least 1455 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 80 % Say car is needed

  • 75 % Say parking is easy

  • 74 % Say there are sidewalks

  • 70 % Say there's holiday spirit

  • 67 % Say streets are well-lit

  • 66 % Say it's quiet

  • 64 % Say people would walk alone at night

  • 62 % Say yards are well-kept

  • 57 % Say it's walkable to grocery stores

  • 55 % Say it's walkable to restaurants

  • 52 % Say kids play outside

  • 51 % Say they plan to stay for at least 5 years

  • 48 % Say neighbors are friendly

  • 42 % Say there's wildlife

  • 30 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Pbaul
    "Too crowded in Clearwater beach where I live "
    0
    Flag
  • Mark Lutz
    "It’s family based and we always feel safe day and night. Great public services. Also the neighborhood parks and an amenities are well taken care of."
    1
    Flag
  • Sachin
    "Close proximity to parks, libraries, running and biking trails, and beaches. Access to mall and multiple attractions with plenty of parking makes living here a delight "
    0
    Flag
  • DM
    "Not like picking up after your dog or not on a leash. Would like the trail and friendliness in the area the people are nice. A lot of bikers and electric bikes on trail though. "
    0
    Flag
  • Sweet.pea94
    "We don’t have block parties but everyone minds their own business. However they are willing to lend a hand if needed . We are located within distance of everything we could need without driving fae"
    0
    Flag
  • Kevin2i
    "Clearwater - please note it covers the full width of Pinellas County. I have a home on each end. Lots of nice neighborhoods (and a few bad ones) but overall nice area. Countryside has a lot to offer. Feather sound is super close to tampa and airport."
    0
    Flag
  • Michael Dugan
    "Yearly neighborhood block party with the fire department and police paying us a visit. Great place for kids to trick-or-treat."
    0
    Flag
  • Mae
    "The area is great and very kid friendly everyone is like family,they always have great events for the family’s."
    0
    Flag
  • Rafalskiedward
    "Very doggie friendly and a nice vibe…lots of new construction taking place and will continue to evolve into a really nice place to settle…"
    1
    Flag
  • Elismarplata
    "This neighborhood is really quiet, it has a lots of stores nearby but you need to have a car for sure"
    0
    Flag
  • Trulia User
    "Very quiet neighbor, feel very safe. Place are nearby for grocery, work, cite of st Pete, Clearwater and Tampa. They are no less than 20min to major cities and beaches "
    0
    Flag
  • Steve Sylas
    "Quiet, friendly, safe, laid back atmosphere here. Feels like living on a resort day to day with great proximity to both beaches and urban attractions"
    0
    Flag
  • Kevin2i
    "Nice, quiet, family friendly, amenities nearby, Note clearwater covers a large area, some value priced areas in decent neighborhoods zip 33755. "
    0
    Flag
  • Wanda Moratelli
    "Plenty of dogs walking up and down the Blvd . Owners are friendly and develop friendships as a result of walking daily with their pets . "
    0
    Flag
  • Dale Hudson
    "I been living here for about ten years now and I’m loving it here,everyone friendly and cares for each other,I’m happy to say that I live in Clearwater "
    0
    Flag
  • H4wxp9mzxv
    "The location and safety of my neighborhood are the main things I like about it. I’m close to everything I need and want, and I feel safe here, as well. I know and get along with all with my neighbors. "
    0
    Flag
  • Mbulso86
    "Excellent resort type community. Great neighbors. Beautiful walks around the lagoon and bay. Fabulous pool, library, club house and social activities "
    8
    Flag
  • Mbulso86
    "Great over 55 resort type community. Plenty of social functions if you like to participate. Beautiful walking path around lagoon, canal and old Tampa Bay. "
    4
    Flag
  • Ellen Ruddy
    "It’s a friendly neighborhood to be in. People are nice & open. Lots of people walk around the lake. See lots of birds & wildlife."
    1
    Flag
  • K9n8yv7kkn
    "They set fireworks off in the middle of the streets, everywhere. Lots of traffic but pretty “secluded” from it in the neighborhood. "
    2
    Flag
  • Mbulso86
    "55+ community with plenty of social events from cards to billiards to line dancing, yoga, crafts, library, luncheons, dances and fitness classes. His and her gym and sauna. Excellent internet and cable included inHOA. "
    1
    Flag
  • Rebecca.tamboe
    "Peaceful and Amazing it cool So really nice. People work together and the pool is nice the stores are close."
    0
    Flag
  • Kc Heming
    "This area is taken over by Scientology. It feels abandoned. Beautiful new waterfront park but no downtown vibrancy thanks to Scientology. "
    5
    Flag
  • Jesumina Dalessandro
    "I don’t think this community is friendly at all. People here are very persuaded by cliques within the HOA. "
    3
    Flag
  • Pamela Behnke
    "I love living here, close to the mall, close to many restaurants and has a trail behind my apartment!"
    1
    Flag
  • Jesumina Dalessandro
    "This neighborhood is centered around the HOA board members telling people what they can and cannot do constantly"
    5
    Flag
  • Ellen Ruddy
    "Very friendly neighborhood . People walk & talk. It’s a good neighborhood to be a part of here in Clearwater "
    1
    Flag
  • Jojostamar
    "A sidewalk! Many places in Clearwater are street only no pedestrians. Also, in some there is poor lighting,or too much light."
    1
    Flag
  • Ericstillwellevans
    " bar crawls pot lucks and picnics. We also have a yearly beach picnic for the boat races which is well attended by all. The bike parade is one of the best events of the year. "
    1
    Flag
  • Aurelio Rios
    "I lived in this neighborhood for 18 years and love it. Beautiful surroundings and peaceful environment, very friendly people and supportive neighbors. "
    0
    Flag
  • Julieta Dering
    "My neighbors are friendly and very informative. My pet went missing while we were moving and one neighbor went with me to knock on doors. "
    1
    Flag
  • Trulia User
    "There are none. Board meetings are held in the community monthly and no one is friendly that attends. Everyone attacks one another and is very petty about rules that often don’t matter in the big picture for the good of the community."
    2
    Flag
  • Trulia User
    "access to public transportation and is close to downtown and surrounding cities. driving isn't any issue since traffic usually flows fine."
    0
    Flag
  • L D
    "Yes I have a dog I walk with him all the time Even late at night very Safety neighborhood I’ve been living here since February 2013"
    0
    Flag
  • Trulia User
    "Very friendly area and dog owners friendly too. Some cut thru traffic tho. Nice way to meet neighbors."
    1
    Flag
  • Trulia User
    "I'm friendly with pets however I'm gonna love playing with dogs and doing a handshake with them i do have my own pet in my country "
    0
    Flag
  • Trulia User
    "You see people walking their dogs all the time. Safe, quiet stroll, including a pier. Little traffic. Lots of huge Oak trees, making for a beautiful walk in this historical area of Clearwater"
    0
    Flag
  • Trulia User
    "Well I have a vehicle but if you didn’t there are plenty bus stops and trolly pickups around………………….😃"
    0
    Flag
  • Trulia User
    "I have access to public transportation within walking distance, but the time they start coming in my area makes it hard make it on time to work/appts/and other general daily activities "
    0
    Flag
  • Trulia User
    "I love our neighborhood. well maintained, friendly neighbors, and a safe environment to reside my son."
    0
    Flag

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Homes for sale near 2066 Cheryl Dr

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Off Market Homes Near 2066 Cheryl Dr

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